Why Visit: "This town is a picturesque escape from the hustle of downtown Charleston," says Crosby. "Take in views of the Charleston Harbor, the Arthur Ravenel Jr. Bridge, Sullivan's Island, and the Lowcountry Intercoastal Waterway from the peaceful and quiet Pitt Street Bridge."

If You Go: Pop into the Pitt Street Pharmacy. Open since 1938, the drugstore houses a soda fountain where you can order grilled cheese and malted milkshakes. And stroll down to Out of Hand for handmade and vintage gifts.

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